N-[(4-nitrophenyl)methylidene]hydroxylamine

• ChemBase ID: 81878
• Molecular Formular: C7H6N2O3
• Molecular Mass: 166.13414
• Monoisotopic Mass: 166.03784206
• SMILES: N(=C\c1ccc(cc1)[N+](=O)[O-])/O
• Canonical SMILES: O/N=C/c1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C7H6N2O3/c10-8-5-6-1-3-7(4-2-6)9(11)12/h1-5,10H
• InChIKey: WTLPAVBACRIHHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4-nitrophenyl)methylidene]hydroxylamine; (E)-N-[(4-nitrophenyl)methylidene]hydroxylamine
• IUPAC Traditional name: N-[(4-nitrophenyl)methylidene]hydroxylamine; P-nitrobenzaldoxime
• Synonyms: 4-Nitrobenzaldoxime 98%; 4-NITROBENZALDOXIME; 4-Nitrobenzaldehyde oxime; 4-Nitrobenzaldoxime; 4-Nitrobenzaldehyde oxime; NBO; p-NITROBENZALDOXIME; 4-Nitrobenzaldoxime; 4-硝基苯醛肟; 4-硝基苯甲醛肟; 4-硝基苯醛肟

Database IDs

• CAS Number: 1129-37-9
• EC Number: 214-445-5
• MDL Number: MFCD00007377
• Beilstein Number: 2047086; 973581
• PubChem SID: 24886453; 162068997
• PubChem CID: 5374046

CALCULATED PROPERTIES

• Acid pKa: 6.7532864
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6116934
• LogD (pH = 7.4): 0.9081773
• Log P: 1.6352122
• Molar Refractivity: 42.7842 cm^3
• Polarizability: 15.505645 Å^3
• Polar Surface Area: 75.73 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 126-130 °C(lit.); 126-130°C; 126-130°C; 128-131 °C

Safety Information

• Storage Warning: Toxic/Irritant
• RTECS: CU7450000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 25; 25-36/37/38
• Safety Statements: 26-36/37-45; 36/37/39-45
• TSCA Listed: 否
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H301-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥97.0% (N); 98%
• Linear Formula: O2NC6H4CH=NOH

DETAILS

MP Biomedicals - 05224842

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02151748

Deblocking reagent for phosphotriesters in oligonucleotide synthesis.

Sigma Aldrich - 72801

Other Notes
Reagent (as tetramethylguanidine salt) for the cleavage of the 2-chlorophenyl protection in oligonucleotides in high yield with little or no nucleotide cleavage1,2
Packaging
5 g in glass bottle

REFERENCES

• The tetramethylguanidine salt was one of the best reagents tried for the cleavage of the 2-chlorophenyl protecting group in oligonucleotide synthesis: Tetrahedron Lett., 2727 (1978).